(1R,2S,3S,5R,10R)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadecan-3-ol

Details

• Internal ID: 80839fa6-504c-474f-9ac9-95bf7b01015c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2S,3S,5R,10R)-5-ethenyl-2,5,11,11-tetramethyl-12-methylidene-15-oxatetracyclo[8.4.1.01,10.02,7]pentadecan-3-ol
• SMILES (Canonical): CC1(C(=C)CCC23C1(O2)CCC4C3(C(CC(C4)(C)C=C)O)C)C
• SMILES (Isomeric): C[C@@]1(C[C@@H]([C@@]2(C(C1)CC[C@@]34[C@@]2(O3)CCC(=C)C4(C)C)C)O)C=C
• InChI: InChI=1S/C21H32O2/c1-7-18(5)12-15-9-11-20-17(3,4)14(2)8-10-21(20,23-20)19(15,6)16(22)13-18/h7,15-16,22H,1-2,8-13H2,3-6H3/t15?,16-,18+,19-,20+,21+/m0/s1
• InChI Key: OXMXRSUILKJLIR-HHRLUFMXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₂
• Molecular Weight: 316.50 g/mol
• Exact Mass: 316.240230259 g/mol
• Topological Polar Surface Area (TPSA): 32.80 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 4.63
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9917	99.17%
Caco-2	+	0.7612	76.12%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.5370	53.70%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9040	90.40%
OATP1B3 inhibitior	+	0.9522	95.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.7330	73.30%
P-glycoprotein inhibitior	-	0.8346	83.46%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.5994	59.94%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7134	71.34%
CYP3A4 inhibition	-	0.7806	78.06%
CYP2C9 inhibition	-	0.6455	64.55%
CYP2C19 inhibition	+	0.5139	51.39%
CYP2D6 inhibition	-	0.9366	93.66%
CYP1A2 inhibition	-	0.5108	51.08%
CYP2C8 inhibition	-	0.6169	61.69%
CYP inhibitory promiscuity	-	0.8639	86.39%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6079	60.79%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.7506	75.06%
Skin irritation	-	0.5395	53.95%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8127	81.27%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.5290	52.90%
skin sensitisation	-	0.5587	55.87%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.5528	55.28%
Acute Oral Toxicity (c)	III	0.6450	64.50%
Estrogen receptor binding	+	0.6862	68.62%
Androgen receptor binding	+	0.6697	66.97%
Thyroid receptor binding	+	0.6318	63.18%
Glucocorticoid receptor binding	+	0.6572	65.72%
Aromatase binding	+	0.7429	74.29%
PPAR gamma	-	0.4896	48.96%
Honey bee toxicity	-	0.8761	87.61%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9773	97.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.37%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.17%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.77%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.06%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.92%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.34%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.97%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.89%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%
CHEMBL1977	P11473	Vitamin D receptor	80.43%	99.43%

Plants that contains it

• Vellozia candida

Cross-Links

• PubChem: 162907644
• LOTUS: LTS0171227
• wikiData: Q105202785